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Welcome to 111 Old Wagon Rd, a beautifully maintained traditional-style home offering the perfect blend of comfort, charm, and convenience. This spacious residence features 4 bedrooms, 2.5 remodeled baths, a 2-car garage, and a full basement with endless possibilities for storage, recreation, or future finished space. The remodeled kitchen is designed for both functionality and style, while the inviting family room with a fireplace creates the perfect gathering space for relaxing evenings at home. Recent updates include a new roof in 2018 and a new HVAC system installed in 2024, providing added peace of mind. Step outside to enjoy the brick patio and large fenced backyard, ideal for entertaining, pets, gardening, or outdoor activities. Conveniently located just off Rt. 7, this home offers easy access to shopping, dining, schools, parks, and commuter routes. Enjoy nearby attractions including Historic Downtown Winchester, Shenandoah University, Apple Blossom Mall, Winchester Country Club, Jim Barnett Park, local wineries and breweries, and easy access to the Shenandoah Valley’s outdoor recreation, hiking trails, and scenic countryside. This exceptional property combines timeless appeal with an unbeatable location. More photos coming soon.

4 Beds ⋅ 3 Baths

Welcome to 111 Old Wagon Rd, a beautifully maintained traditional-style home offering the perfect blend of comfort, charm, and convenience. This spacious residence features 4 bedrooms, 2.5 remodeled baths, a 2-car garage, and a full basement with endless possibilities for storage, recreation, or future finished space. The remodeled kitchen is designed for both functionality and style, while the inviting family room with a fireplace creates the perfect gathering space for relaxing evenings at home. Recent updates include a new roof in 2018 and a new HVAC system installed in 2024, providing added peace of mind. Step outside to enjoy the brick patio and large fenced backyard, ideal for entertaining, pets, gardening, or outdoor activities. Conveniently located just off Rt. 7, this home offers easy access to shopping, dining, schools, parks, and commuter routes. Enjoy nearby attractions including Historic Downtown Winchester, Shenandoah University, Apple Blossom Mall, Winchester Country Club, Jim Barnett Park, local wineries and breweries, and easy access to the Shenandoah Valley’s outdoor recreation, hiking trails, and scenic countryside. This exceptional property combines timeless appeal with an unbeatable location. More photos coming soon.

111 Old Wagon Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

Selling Office: Keller Williams Realty.

$540,000

“Pioneer Heights Colonial” - Welcome to this beautifully maintained colonial in the desirable Pioneer Heights neighborhood, ideally situated just off Route 7 for easy commuter access. Offering five bedrooms and 3.5 baths, this spacious home has been thoughtfully updated and improved over the years, providing a comfortable blend of classic character and modern convenience. The heart of the home is the updated kitchen, featuring custom cabinetry, granite countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Throughout the home, you'll find updated bathrooms, newer carpeting, and numerous additional improvements that make this home truly move-in ready. The finished basement adds valuable living space and versatility, complete with a walkout, comfortable living area, fifth bedroom, and full bathroom. Ample storage space provides plenty of room for seasonal items, hobbies, or household needs. Step outside and enjoy multiple spaces designed for relaxing and entertaining. A rear porch leads to a deck and backyard patio, creating an easy flow for outdoor gatherings, morning coffee, or quiet evenings. The meticulously manicured front yard is a standout, featuring lush green grass, thoughtfully maintained mulch beds, and beautiful flower gardens—all complemented by an underground sprinkler system for easy lawn care. With generous living space, numerous updates, attractive outdoor amenities, and a convenient location close to Route 7, this Pioneer Heights home offers the space, comfort, and accessibility you've been looking for. Schedule your appointment to see it today!

5 Beds ⋅ 4 Baths

“Pioneer Heights Colonial” - Welcome to this beautifully maintained colonial in the desirable Pioneer Heights neighborhood, ideally situated just off Route 7 for easy commuter access. Offering five bedrooms and 3.5 baths, this spacious home has been thoughtfully updated and improved over the years, providing a comfortable blend of classic character and modern convenience. The heart of the home is the updated kitchen, featuring custom cabinetry, granite countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Throughout the home, you'll find updated bathrooms, newer carpeting, and numerous additional improvements that make this home truly move-in ready. The finished basement adds valuable living space and versatility, complete with a walkout, comfortable living area, fifth bedroom, and full bathroom. Ample storage space provides plenty of room for seasonal items, hobbies, or household needs. Step outside and enjoy multiple spaces designed for relaxing and entertaining. A rear porch leads to a deck and backyard patio, creating an easy flow for outdoor gatherings, morning coffee, or quiet evenings. The meticulously manicured front yard is a standout, featuring lush green grass, thoughtfully maintained mulch beds, and beautiful flower gardens—all complemented by an underground sprinkler system for easy lawn care. With generous living space, numerous updates, attractive outdoor amenities, and a convenient location close to Route 7, this Pioneer Heights home offers the space, comfort, and accessibility you've been looking for. Schedule your appointment to see it today!

223 Asbury Rd, Winchester

Listing courtesy of Real Broker LLC- Winchester. Contact:

Selling Office: Samson Properties.

$497,000

This classic Colonial home, ideally situated in a desirable Winchester neighborhood, offers 3 spacious bedrooms and 2.5 baths. Rich in charm, this home boasts a traditional layout with over 3300 sq feet on 3 levels. There is a Bonus room that would be perfect for use as a 4th bedroom, home office, or guest space. Improvements include a Brand new architectural shingle roof, newer water heater, and a well maintained dually zoned HVAC system with a new condenser unit. You will LOVE the Gleaming wood floors throughout the main level! Bathrooms are updated with luxury vinyl plank and tile flooring. The Kitchen is elegant with vintage style cabinetry, granite countertops, gas stove cooking, a roomy pantry, and an island, all overlooking the large landscaped backyard. A great place to entertain, the rear outdoor space has a stunning patio with a cozy pergola, relaxing water fountains, and a warm fire pit area to gather around. Not to mention the Fully fenced rear has lots of majestic trees for a feeling of privacy and peace. The Unnfinished basement has a rough-in and it's just waiting for your dream project! This location has effortless access to vibrant downtown, with a variety of restaurants, entertainment, and cultural attractions! Ideal location for commuters! A Must See Schedule a Showing Today!

3 Beds ⋅ 3 Baths

This classic Colonial home, ideally situated in a desirable Winchester neighborhood, offers 3 spacious bedrooms and 2.5 baths. Rich in charm, this home boasts a traditional layout with over 3300 sq feet on 3 levels. There is a Bonus room that would be perfect for use as a 4th bedroom, home office, or guest space. Improvements include a Brand new architectural shingle roof, newer water heater, and a well maintained dually zoned HVAC system with a new condenser unit. You will LOVE the Gleaming wood floors throughout the main level! Bathrooms are updated with luxury vinyl plank and tile flooring. The Kitchen is elegant with vintage style cabinetry, granite countertops, gas stove cooking, a roomy pantry, and an island, all overlooking the large landscaped backyard. A great place to entertain, the rear outdoor space has a stunning patio with a cozy pergola, relaxing water fountains, and a warm fire pit area to gather around. Not to mention the Fully fenced rear has lots of majestic trees for a feeling of privacy and peace. The Unnfinished basement has a rough-in and it's just waiting for your dream project! This location has effortless access to vibrant downtown, with a variety of restaurants, entertainment, and cultural attractions! Ideal location for commuters! A Must See Schedule a Showing Today!

102 Settlers Cir, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Burch Real Estate Group, LLC.

$475,000

Welcome to 237 Asbury Road in Winchester tucked away on a quiet cul-de-sac yet perfectly located just off Rt. 7 for an easy commute. This 4-bedroom, 2.5 bath home offers a spacious, functional layout with multiple living areas, including a living room, separate dining room, and a family room with fireplace. The custom kitchen features granite countertops, a center island with prep sink, ample cabinet space, a pantry for additional storage and a breakfast nook. The spacious primary suite includes a walk-in closet and a private bath with double vanities, a jetted tub, and a stand-up shower. In addition to the primary suite, there are three spacious bedrooms offering flexibility for family, guests, or home office space. Also, has a huge full unfinished basement that walks out to the wooded backyard and offers endless possibilities for storage, recreation space, or future expansion. Step outside to enjoy a private, tree-lined backyard that backs to woods—giving you both space and privacy. The rear deck connects seamlessly from the wraparound porch, creating a great flow for outdoor entertaining or simply enjoying the peaceful setting. If you’ve been looking for space, privacy, and a commuter-friendly location all in one this home checks the boxes!

4 Beds ⋅ 3 Baths

Welcome to 237 Asbury Road in Winchester tucked away on a quiet cul-de-sac yet perfectly located just off Rt. 7 for an easy commute. This 4-bedroom, 2.5 bath home offers a spacious, functional layout with multiple living areas, including a living room, separate dining room, and a family room with fireplace. The custom kitchen features granite countertops, a center island with prep sink, ample cabinet space, a pantry for additional storage and a breakfast nook. The spacious primary suite includes a walk-in closet and a private bath with double vanities, a jetted tub, and a stand-up shower. In addition to the primary suite, there are three spacious bedrooms offering flexibility for family, guests, or home office space. Also, has a huge full unfinished basement that walks out to the wooded backyard and offers endless possibilities for storage, recreation space, or future expansion. Step outside to enjoy a private, tree-lined backyard that backs to woods—giving you both space and privacy. The rear deck connects seamlessly from the wraparound porch, creating a great flow for outdoor entertaining or simply enjoying the peaceful setting. If you’ve been looking for space, privacy, and a commuter-friendly location all in one this home checks the boxes!

237 Asbury Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Real Broker, LLC.

$475,000

Cul-de-sac setting, a front porch you’ll actually use, and a backyard designed to enjoy—this home makes everyday living easy. Located in Pioneer Heights on the east side of Winchester, this home offers a practical layout with thoughtful updates throughout. The kitchen is both functional and inviting with granite countertops, a 5-burner gas cooktop, stainless steel appliances, and an island for extra storage. A bright breakfast area overlooks the fenced backyard, keeping everything connected for everyday living. Upstairs, you’ll find four bedrooms, including a primary suite with vaulted ceilings, a walk-in closet with window, and a private bath with dual vanities, soaking tub, and separate shower. Out back, the Trex deck (2022) extends your living space and leads to a patio—offering flexibility for relaxing or gathering. The yard is fenced with mature landscaping, and the playset conveys. Additional updates include refrigerator (2023), dishwasher (2025), washer and dryer (2025), updated downstairs bath (2021), front porch improvements, and architectural roof (2019 per previous listing). Set in an established neighborhood with convenient access to commuter routes, shopping, and everyday essentials.

4 Beds ⋅ 3 Baths

Cul-de-sac setting, a front porch you’ll actually use, and a backyard designed to enjoy—this home makes everyday living easy. Located in Pioneer Heights on the east side of Winchester, this home offers a practical layout with thoughtful updates throughout. The kitchen is both functional and inviting with granite countertops, a 5-burner gas cooktop, stainless steel appliances, and an island for extra storage. A bright breakfast area overlooks the fenced backyard, keeping everything connected for everyday living. Upstairs, you’ll find four bedrooms, including a primary suite with vaulted ceilings, a walk-in closet with window, and a private bath with dual vanities, soaking tub, and separate shower. Out back, the Trex deck (2022) extends your living space and leads to a patio—offering flexibility for relaxing or gathering. The yard is fenced with mature landscaping, and the playset conveys. Additional updates include refrigerator (2023), dishwasher (2025), washer and dryer (2025), updated downstairs bath (2021), front porch improvements, and architectural roof (2019 per previous listing). Set in an established neighborhood with convenient access to commuter routes, shopping, and everyday essentials.

228 Cavalry Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Realty ONE Group Old Towne.

$475,000

Nestled in the charming Pioneer Heights, this delightful one level ranch custom home offers a perfect blend of comfort and functionality. With 1,771 square feet of living space, this residence invites you to create lasting memories. The warm ambiance is enhanced by a cozy fireplace, perfect for those chilly evenings spent with loved ones. Set on a generous half acre lot, with a fully fenced in outdoor space with a covered deck, provides endless possibilities for gardening, play, or simply enjoying nature. The kitchen has granite counter tops, two panties, a stand mixer lift, and and vast custom cabinetry for extra storage , any chef's dream. The living space has plenty of natural light shining through the skylights. The master bedroom has a large master closet and there is a separate room for the washer and dryer. The attached two-car garage ensures convenience and ample storage. Built in 1994, this home boasts classic vinyl siding and a timeless design that stands the test of time. Experience the tranquility of suburban living while being just a short drive from local amenities. This property is not just a house; it's a place to call home. Don't miss the opportunity to make it yours!

3 Beds ⋅ 2 Baths

Nestled in the charming Pioneer Heights, this delightful one level ranch custom home offers a perfect blend of comfort and functionality. With 1,771 square feet of living space, this residence invites you to create lasting memories. The warm ambiance is enhanced by a cozy fireplace, perfect for those chilly evenings spent with loved ones. Set on a generous half acre lot, with a fully fenced in outdoor space with a covered deck, provides endless possibilities for gardening, play, or simply enjoying nature. The kitchen has granite counter tops, two panties, a stand mixer lift, and and vast custom cabinetry for extra storage , any chef's dream. The living space has plenty of natural light shining through the skylights. The master bedroom has a large master closet and there is a separate room for the washer and dryer. The attached two-car garage ensures convenience and ample storage. Built in 1994, this home boasts classic vinyl siding and a timeless design that stands the test of time. Experience the tranquility of suburban living while being just a short drive from local amenities. This property is not just a house; it's a place to call home. Don't miss the opportunity to make it yours!

303 Asbury Rd, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Premier.

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